9-(Trifluoromethyl)-2,3,4,4a,5,6-hexahydro-1h-pyrazino[1,2-a]quinoline

Base Information

• Chemical Name: 9-(Trifluoromethyl)-2,3,4,4a,5,6-hexahydro-1h-pyrazino[1,2-a]quinoline
• CAS No.: 96430-25-0
• Molecular Formula: C₁₃H₁₅F₃N₂
• Molecular Weight: 256.271
• DSSTox Substance ID: DTXSID20914514
• ChEMBL ID: CHEMBL351530
• Mol file: 96430-25-0.mol

Synonyms:2,3,4,4a,5,6-hexahydro-9-(trifluoromethyl)-1H-pyrazino(1,2-a)quinoline;2,3,4,4a,5,6-hexahydro-9-(trifluoromethyl)-1H-pyrazino(1,2-a)quinoline hydrochloride;HTMPQ

Chemical Property of 9-(Trifluoromethyl)-2,3,4,4a,5,6-hexahydro-1h-pyrazino[1,2-a]quinoline

Chemical Property:

• Vapor Pressure: 3.25E-05mmHg at 25°C
• Boiling Point: 354.9°C at 760 mmHg
• Flash Point: 168.4°C
• PSA: 15.27000
• Density: 1.29g/cm³
• LogP: 2.82360
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 256.11873297
• Heavy Atom Count: 18
• Complexity: 305

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2=C(C=C(C=C2)C(F)(F)F)N3C1CNCC3

Technology Process of 9-(Trifluoromethyl)-2,3,4,4a,5,6-hexahydro-1h-pyrazino[1,2-a]quinoline

There total 5 articles about 9-(Trifluoromethyl)-2,3,4,4a,5,6-hexahydro-1h-pyrazino[1,2-a]quinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2,3,4,4a,5,6-hexahydro-1-oxo-9-(trifluoromethyl)-1H-pyrazino<1,2-a>quinoline (96430-22-7) → 2,3,4,4a,5,6-hexahydro-9-(trifluoromethyl)-1H-pyrazino<1,2-a>quinoline (96430-25-0)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; for 5h; Ambient temperature;

DOI:10.1021/jm00145a017

Reference yield:

2-<<(tert-butyloxycarbonyl)amino>methyl>-1,2,3,4-terahydro-7-(trifluoromethyl)quinoline (96430-20-5) → 2,3,4,4a,5,6-hexahydro-9-(trifluoromethyl)-1H-pyrazino<1,2-a>quinoline (96430-25-0)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-diisopropylethylamine / tetrahydrofuran / 1.5 h

2: 1.) CF₃COOH, 2.) K₂CO₃ / 1.) 0 deg C, 30 min, 2.) DMF, 80 deg C, 2 h

3: borane-dimethylsulfide complex / tetrahydrofuran / 5 h / Ambient temperature

With dimethylsulfide borane complex; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1021/jm00145a017

Reference yield:

1-(bromoacetyl)-2-<<(tert-butyloxycarbonyl)amino>methyl>-1,2,3,4-tetrahydro-7-(trifluoromethyl)quinoline (96430-21-6) → 2,3,4,4a,5,6-hexahydro-9-(trifluoromethyl)-1H-pyrazino<1,2-a>quinoline (96430-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CF₃COOH, 2.) K₂CO₃ / 1.) 0 deg C, 30 min, 2.) DMF, 80 deg C, 2 h

2: borane-dimethylsulfide complex / tetrahydrofuran / 5 h / Ambient temperature

With dimethylsulfide borane complex; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1021/jm00145a017

upstream raw materials:

2,3,4,4a,5,6-hexahydro-1-oxo-9-(trifluoromethyl)-1H-pyrazino<1,2-a>quinoline

2-<<(tert-butyloxycarbonyl)amino>methyl>-1,2,3,4-terahydro-7-(trifluoromethyl)quinoline

1-(bromoacetyl)-2-<<(tert-butyloxycarbonyl)amino>methyl>-1,2,3,4-tetrahydro-7-(trifluoromethyl)quinoline

2-(aminomethyl)-1-benzoyl-1,2,3,4-tetrahydro-7-(trifluoromethyl)quinoline hydrochloride